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Construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein

Ambergris, a sperm whale metabolite, has long been used as a fragrance and traditional medication, but it is now rarely available. The odor components of ambergris result from the photooxidative degradation of the major component, ambrein. The pharmacological activities of ambergris have also been a...

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Autores principales: Yamabe, Yota, Kawagoe, Yukina, Okuno, Kotone, Inoue, Mao, Chikaoka, Kanako, Ueda, Daijiro, Tajima, Yuko, Yamada, Tadasu K., Kakihara, Yoshito, Hara, Takashi, Sato, Tsutomu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7661701/
https://www.ncbi.nlm.nih.gov/pubmed/33184314
http://dx.doi.org/10.1038/s41598-020-76624-y
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author Yamabe, Yota
Kawagoe, Yukina
Okuno, Kotone
Inoue, Mao
Chikaoka, Kanako
Ueda, Daijiro
Tajima, Yuko
Yamada, Tadasu K.
Kakihara, Yoshito
Hara, Takashi
Sato, Tsutomu
author_facet Yamabe, Yota
Kawagoe, Yukina
Okuno, Kotone
Inoue, Mao
Chikaoka, Kanako
Ueda, Daijiro
Tajima, Yuko
Yamada, Tadasu K.
Kakihara, Yoshito
Hara, Takashi
Sato, Tsutomu
author_sort Yamabe, Yota
collection PubMed
description Ambergris, a sperm whale metabolite, has long been used as a fragrance and traditional medication, but it is now rarely available. The odor components of ambergris result from the photooxidative degradation of the major component, ambrein. The pharmacological activities of ambergris have also been attributed to ambrein. However, efficient production of ambrein and odor compounds has not been achieved. Here, we constructed a system for the synthesis of ambrein and odor components. First, we created a new triterpene synthase, “ambrein synthase,” for mass production of ambrein by redesigning a bacterial enzyme. The ambrein yields were approximately 20 times greater than those reported previously. Next, an efficient photooxidative conversion system from ambrein to a range of volatiles of ambergris was established. The yield of volatiles was 8–15%. Finally, two biological activities, promotion of osteoclast differentiation and prevention of amyloid β-induced apoptosis, were discovered using the synthesized ambrein.
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spelling pubmed-76617012020-11-13 Construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein Yamabe, Yota Kawagoe, Yukina Okuno, Kotone Inoue, Mao Chikaoka, Kanako Ueda, Daijiro Tajima, Yuko Yamada, Tadasu K. Kakihara, Yoshito Hara, Takashi Sato, Tsutomu Sci Rep Article Ambergris, a sperm whale metabolite, has long been used as a fragrance and traditional medication, but it is now rarely available. The odor components of ambergris result from the photooxidative degradation of the major component, ambrein. The pharmacological activities of ambergris have also been attributed to ambrein. However, efficient production of ambrein and odor compounds has not been achieved. Here, we constructed a system for the synthesis of ambrein and odor components. First, we created a new triterpene synthase, “ambrein synthase,” for mass production of ambrein by redesigning a bacterial enzyme. The ambrein yields were approximately 20 times greater than those reported previously. Next, an efficient photooxidative conversion system from ambrein to a range of volatiles of ambergris was established. The yield of volatiles was 8–15%. Finally, two biological activities, promotion of osteoclast differentiation and prevention of amyloid β-induced apoptosis, were discovered using the synthesized ambrein. Nature Publishing Group UK 2020-11-12 /pmc/articles/PMC7661701/ /pubmed/33184314 http://dx.doi.org/10.1038/s41598-020-76624-y Text en © The Author(s) 2020 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Yamabe, Yota
Kawagoe, Yukina
Okuno, Kotone
Inoue, Mao
Chikaoka, Kanako
Ueda, Daijiro
Tajima, Yuko
Yamada, Tadasu K.
Kakihara, Yoshito
Hara, Takashi
Sato, Tsutomu
Construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein
title Construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein
title_full Construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein
title_fullStr Construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein
title_full_unstemmed Construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein
title_short Construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein
title_sort construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7661701/
https://www.ncbi.nlm.nih.gov/pubmed/33184314
http://dx.doi.org/10.1038/s41598-020-76624-y
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